The Preparation Of Amide Chiral Stationary Phases Derived From Amino Acids

In recent years, the research on chiral drug has become a new direction of international drug study and naturally the chiral stationary phase as separating chiral molecule has aroused attention from all analytical chemists. Asymmetric synthesis is an important way to prepare chiral materials and it needs introduce chiral source into the reaction system andα-amino acid has become the most important category in the natural chiral sources.Firstly, in this paper amide compounds were prepared using N-Boc-L-lactamine, N-Boc-L-phenylalanine, N-Boc-L-leucine, N-Boc-L-isoleucine, N-Boc-L-valine, N-Boc-L-proline, N-Boc-L-tryptophan as chiral resource with N,N'-dicyclohexyl carbodimide(DCC) and 4-(N,N-dimethylamino)pyridine (DMAP).The second the protecting group -N-Boc was removed.The third was the condensation with unsaturated acyl chloride. So we get 7 chiral monomers.The process of synthesis and proportion were determined.The mechanism of the reaction was discussed. The products were characterized by the infrared spectrum, nuclear magnetic resonance and organic ultimate analysis.Several kinds of polymerizable monomers synthesized above were homopolyme- rized or copolymerized with styrene or methyl methacrylate. The polymers were characterized by the infrared spectrum. The polymers will be used as reagents for chiral resolution and stationary phase of Capillary Electrophoresis.